GB2382585A - Liquid toners and developers comprising polybutene - Google Patents

Liquid toners and developers comprising polybutene Download PDF

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Publication number
GB2382585A
GB2382585A GB0227258A GB0227258A GB2382585A GB 2382585 A GB2382585 A GB 2382585A GB 0227258 A GB0227258 A GB 0227258A GB 0227258 A GB0227258 A GB 0227258A GB 2382585 A GB2382585 A GB 2382585A
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Prior art keywords
toner
developer
electrostatic images
range
group
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GB0227258A
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GB0227258D0 (en
GB2382585B (en
Inventor
Stephen Lansell Nicholls
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AUSTRALIA RES LAB
Research Laboratories of Australia Pty Ltd
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AUSTRALIA RES LAB
Research Laboratories of Australia Pty Ltd
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Publication of GB0227258D0 publication Critical patent/GB0227258D0/en
Publication of GB2382585A publication Critical patent/GB2382585A/en
Application granted granted Critical
Publication of GB2382585B publication Critical patent/GB2382585B/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00Developers
    • G03G9/08Developers with toner particles
    • G03G9/12Developers with toner particles in liquid developer mixtures
    • G03G9/125Developers with toner particles in liquid developer mixtures characterised by the liquid
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00Developers
    • G03G9/08Developers with toner particles
    • G03G9/12Developers with toner particles in liquid developer mixtures
    • G03G9/122Developers with toner particles in liquid developer mixtures characterised by the colouring agents
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00Developers
    • G03G9/08Developers with toner particles
    • G03G9/12Developers with toner particles in liquid developer mixtures
    • G03G9/13Developers with toner particles in liquid developer mixtures characterised by polymer components
    • G03G9/131Developers with toner particles in liquid developer mixtures characterised by polymer components obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03GELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G9/00Developers
    • G03G9/08Developers with toner particles
    • G03G9/12Developers with toner particles in liquid developer mixtures
    • G03G9/135Developers with toner particles in liquid developer mixtures characterised by stabiliser or charge-controlling agents
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L23/00Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • C08L23/02Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L23/18Homopolymers or copolymers of hydrocarbons having four or more carbon atoms
    • C08L23/20Homopolymers or copolymers of hydrocarbons having four or more carbon atoms having four to nine carbon atoms

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Liquid Developers In Electrophotography (AREA)

Abstract

A toner or developer for electrostatic images including a carrier liquid and insoluble marking particles. The carrier liquid comprises a polybutene. The polybutene may be present in a range of 20 to 98 percent by weight. The carrier liquid can also include one or a blend of other carrier liquids selected from aliphatic hydrocarbons, aromatic hydrocarbons, chlorinated solvents, silicone fluids and vegetable oils. The insoluble marking particle may be present in the range of 2 to 40 percent by weight of the toner or developer. A charge control agent and a dispersant may also be present.

Description

LIQUID DEVELOPERS
TECHNICAL Pl:LD 5 This invention relates to liquid developers suitable for e}ectrostatography.
BACKGROUND ART
Electrostatography is a term used to describe various non-impact printing processes 10 which involve the creation of a visible image by the attraction of charged imaging particles or marking particles to charge sites present on a substrate. Such charge sites, forming what is usually termed a latent image can be transiently supported on photoconductors or pure dielectrics and may be rendered visible in situ or be transferred to another substrate to be developed in that location. Additionally such 15 charged sites may be the reflection of those structured charges existing within a permanently polarised material as in the case with ferroelectrics or other electrets.
Electrostatography encompasses those processes normally known as electrophotography and electrography.
In general, a liquid developer, or toner, for electrostatography is prepared by dispersing an inorganic or organic colourant such as iron oxide, carbon black, nigrosine, phthalocyarune blue, benzidine yellow, quinacridone pink and the like into a liquid vehicle which may contain dissolved or dispersed therein synthetically 25 or naturally occurring polymers such as acrylics, alkyds, rosins, rosin esters, epoxies, polyvinyl acetate, styrene-butadiene etc. Additionally to affect or enhance electrostatic charge on such dispersed particles additives known as charge directors or charge control agents may be included. Such materials can be metallic soaps, fatty acids, lecithin, organic phosphorus compounds, succinimides, sulphosuccinates etc. In such developers, whether positively or negatively charged, there is one ingredient of common generic character, namely the carrier liquid. Since the beginning of the
history of liquid toners, it has been recognised that certain electrical properties of the carrier liquid are mandatory requirements for the effective functioning of a conventional electrostatographic liquid development process. The mandatory requirement is low electrical conductivity but other requirements have also became 5 obvious, such as the need for low toxicity, increased fire safety, low solvent power, low odour etc. For these reasons, isoparaffinic-hydrocarbons such as the Isopar ED range manufactured by Exxon Corporation, the Shellsol range manufactured by Shell Chemical and the Soltrol range manufactured by Phillips Petroleum have become the industry standards for liquid toner carriers.
In more recent times, however, certain deficiencies in these isoparaffins have become apparent. Environmental concerns have placed liquid development processes under increasing pressure to reduce or eliminate volatile emissions. Flammability has also become important regarding the more stringent transport regulations existing and 15 anticipated worldwide.
New designs of image fusing stations are also placing increased importance on the thermal stability of carrier liquids.
20 In order to overcome these limitations other materials which may be applicable as carrier liquids for liquid toners have been investigated.
It has surprisingly been found that polybutenes can function as carrier liquids.
25 In one form therefore the invention is said to reside in a toner or developer for electrostatic images including a carrier liquid and insoluble marking particles characterized by the carrier liquid being a polybutene.
In an alternative form the invention may be said to reside in a liquid toner or 30 developer for electrostatic graphic images characterized by a carrier liquid comprising or including polybutene.
Polybutene is a synthetic hydrocarbon polymer made by the polymerization of isobutene (also known as "isobutylene"). Another name for polybutene is polyisobutylene. Throughout this specification the term polybutene will be used to
refer to this range of compounds.
Polybutenes range from light mobile liquids to extremely viscous gels. Basically the longer the polymer chain is allowed to grow' the higher the viscosity. Polybutenes have many of the characteristics of iso-paraffinic hydrocarbons and non-branched paraffin oils but are classified as a true polymer rather than a hydrocarbon liquid.
The properties of Polybutenes which make them of interest in the field of liquid
developers for electrostatography include: 1. Polybutenes are free from aromatics and hence are generally regarded 15 as safe.
2. Polybutenes are non-staining and essentially water white in colour.
3. Polybutenes are available in a wide range of viscosities.
4. Polybutenes are chemically very stable with good resistance to oxidation and chemicals at normal temperatures.
20 5. Polybutenes have a high electrical resistivity.
6. Polybutenes are completely hydrophobic.
It will be seen that by this invention a liquid developer or toner can be proposed which may have a range of viscosities depending upon the required application.
In such liquid developers or toners the polybutene may be present in a range of 20 to 98 percent by weight of the toner.
Blends of other carrier liquids could be used in conjunction with the polybutene 30 carrier liquid. The other carrier liquids may be one or more of aliphatic hydrocarbons, aromatic hydrocarbons, chlorinated solvents, silicone fluids and vegetable oils.
l As indicated above the liquid developer or toner may also include an organic or inorganic insoluble marking particle and such a marking particle may be present in the range of 2 to 40 percent.
Marking particles that are insoluble in the carrier liquid may be selected upon their particular proposed end use. Examples of marking particles include inorganic pigments such as carbon blacks, silica, alumina, titanium dioxide, magnetic iron oxide, or organic pigments such as phthalocyanine blue, alkali and reflex blue, 10 phthalocyanine green, diarylide yellow, arylamide yellow, azo and diazo yellow, azo red, rubine toner, guinacridone red, basic dye complexes, lake red, or fluorescent pigments and dyestuffs such as basic dyes and spirit soluble dyes, or combinations thereof. Other materials, as would be understood by those skilled in the art, could be used as marking particles.
The liquid developer or toner may also include a charge control agent to impart or enhance an electrostatic charge on the insoluble particles in the toner or developer.
These charge control agents may be selected from metallic soaps, fatty acids, lecithin, organic phosphorus compounds, succinimides, sulphosuccinimides or the like.
The charge control agent may be present in a range of 0.01 to 5 percent by weight of the toner when used.
The liquid developer or toner may also include a dispersant which can be selected, 25 for example, from the Solsperse range of polymeric hyperdispersants including 13940 made by Avecia; amino-silicones including Finish WR1600 made by Wacker Chemicals; polymeric oil additives including Plexol made by Rohm and Haas; polymeric petroleum additives including FOA-2 made by Dupont; alkylated poly vinyl pyrrolidones including Antaron AV220 made by ISP Technologies; multi 30 functional pigment dispersing agents including Disperse Ayd 1 made by Elementis pop Inc.
The dispersant may be present in a range of 0.1 to 20 percent by weight of the toner when used.
Polybutenes range in viscosity from light mobile liquids to extremely viscous grades, 5 and hence may be used for high viscosity or low viscosity type liquid developers.
The polybutene carrier liquid may have a range of viscosity from 10 centistokes to 50,000 centistokes at 100 C.
The liquid toner or developer formulation according to this invention may include 10 other components as are known in the art induding preservatives, viscosity modifiers and binders.
This then generally describes the invention but to assist with understanding, reference will now be made to examples of liquid toners incorporating polybutylene 15 as the carrier liquid.
The various examples were tested using an electrostatic printer of the type described in patent specification W0095/08792.
20 EXAMPLE 1
A liquid developer was prepared having the following composition: Irgalite Blue LGLD 25 grams 25 Epikote 1001 100 grams The blue pigment and epoxy resin were blended together at 60 C using a Buss hot-
melt extruder and allowed to cool. The blue pigment and resin composite was then crushed to a coarse powder and added to a 2 litre ceramic ball jar together with: Aluminium stearate 1 gram Solsperse 13940 10 grams
l r Napvis 07 364 grams This mixture was then ball milled for 7 days to form a viscous, blue dispersion with a total marking particle content of 25% w/w.
Irgalite Blue is a CI Pigment Blue 15:3 made by Ciba Specialty Chemicals Inc. Epikote 1001 is a low molecular weight solid epoxy resin made by Shell Chemicals Alusninium stearate is a thickening agent made by Asia Pacific Specialty Chemicals Limited. 10 Solsperse 13940 is a polyamine/fatty acid condensation polymer dispersing agent manufactured by Avecia.
Napvis 07 is a polyisobutylene manufactured by BP Chemicals and having a viscosity of 13 centistokes at 100 C. 15 The manufactured toner was found to have a viscosity of 500 mPa.s and an average particle size of 1.1 micrometers.
This toner was used in the printer where a high density image was printed on paper substrate with no background stairung.
EXAMPLE 2
A liquid developer was prepared having the following composition: Irgalite Blue LGLD 20 grams Epikote 1001 80 grams The blue pigment and epoxy resin were blended together at 60 C using a Buss hot 30 melt extruder and allowed to cool. The blue pigment and resin composite was then crushed to a coarse powder and added to a 2 litre ceramic ball jar together with:
Aluminium stearate 1 gram Solsperse 13940 10 grams Napvis 07 389 grams This mixture was then ball milled for 7 days to form a viscous, blue dispersion with a total marking particle content of 20% w/w.
The manufactured toner was found to have a viscosity of 440 mPa.s and an average particle size of 1.0 micrometers.
This toner was used in the printer where a high density image was printed on aluminum sheet substrate with no background staining.
EXAMPLE 3
A liquid developer was prepared having the following composition: Irgalite Blue LGLD 10 grams Epikote 1001 40 grams The blue pigment and epoxy resin were blended together at 60 C using a Buss hot melt extruder and allowed to cool. The blue pi nent and resin composite was then crushed to a coarse powder and added to a 2 litre ceramic ball jar together with: 25 Aluminiumstearate 1 gram Solsperse 13940 10 grams Napvis 07 439 grams This mixture was then ball milled for 7 days to form a viscous, blue dispersion with a 30 total marking particle content of 10% w/w.
r The manufactured toner was found to have a viscosity of 300 mPa.s and an average particle size of 0.9 micrometers.
This toner was used in the printer where a medimn density image was printed on 5 aluminium sheet substrate with no background stairung.
EXAMPLE 4
10 A liquid developer was prepared having the following composition: Irgalite Blue LGLD 20 grams Epikote 1001 80 grams 15 The blue pigment and epoxy resin were blended together at 60 C using a Buss hot melt extruder and allowed to cool. Ibe blue pigment and resin composite was then crushed to a coarse powder and added to a 2 litre ceramic ball far together with: Aluminium stearate 1 gram 20 Solsperse 13940 10 grams Napvis 07 289 grams Isopar L 100 grams This mixture was then ball milled for 7 days to form a viscous, blue dispersion with a 25 total marking particle content of 20% w/w.
Isopar L is an isoparaffinic hydrocarbon liquid made by Exxon Chemical.
The manufactured toner was found to have a viscosity of 70 mPa.s and an average 30 particle size of 0.8 micrometers.
This toner was used in the printer where a high density image was printed on aluminium sheet substrate with no background staining.
EXAMPLE
A liquid developer was prepared baring the following composition: Irgalite Blue LGLD 20 grams Epikote 1001 80 grams The blue pigment and epoxy resin were blended together at 60 C using a Buss hot melt extruder and allowed to cool. The blue pigment and resin composite was then crushed to a coarse powder and added to a 2 litre ceramic ball jar together with: 15 Alumirnum stearate 1 gram Solsperse 13940 10 grams Hyms 2000 100 grams Isopar L 289 grams 20 This mixture was then ball milled for 7 days to form a viscous, blue dispersion with a total marking particle content of 20% w/w.
Hyvis 2000 is a polyisobutylene manufactured by BP Chemicals and having a viscosity of 40500 centistokes at 100 C. The manufactured toner was found to have a viscosity of 95 mPa.s and an average particle size of 0.8 micrometers.
This toner was used in the printer where a high density image was printed on 30 aluminium sheet substrate with no background staining.
EXAMPLE 6
A liquid developer was prepared having the following composition: 5 Permanent yellow DHG01 20 grams Epikote 1001 80 grams The yellow pigment and epoxy resin were blended together at 60 C using a Buss hot-
melt extruder and allowed to cool. The yellow pigment and resin composite was 10 then crushed to a coarse powder and added to a 2 litre ceramic ball jar together with: Aluminium stearate 1 gram Solsperse 13940 10 grams Napvis 07 389 grams This mixture was then ball milled for 7 days to form a viscous, yellow dispersion with a total marking particle content of 20% w/w.
Permanent yellow DHG01 is a CI Pigment yellow 12 made by Clariant (Australia) 20 Ply Ltd. The manufactured toner was found to have a viscosity of 290 mPa.s and an average particle size of 2.0 micrometers.
25 This toner was used in the printer where a medium density image was printed on aluminium sheet substrate with no background stairung.
EXAMPLE 7
30 A liquid developer was prepared having the following composition: Hostaperm pink E 20 grams
Epikote 1001 80 grams The red pigment and epoxy resin were blended together at 60 C using a Buss hot-
melt extruder and allowed to cool. The red pigment and resin composite was then 5 crushed to a coarse powder and added to a 2 litre ceramic ball jar together with: Aluminium stearate 1 gram Solsperse 13940 10 grams Napvis 07 389 grams This mixture was then ball milled for 7 days to form a viscous, red dispersion with a total marking particle content of 20% w/w.
Hostaperm pink E is a CI Pigment red 122 made by Hoechst.
The manufactured toner was found to have a viscosity of 300 tnPa.s and an average particle size of 1.0 micrometers.
This toner was used in the printer where a medium density image was printed on 20 aluminium sheet substrate with no background staining.
EXAMPLE 8
25 Hostaperm Pink E 20 grams Fine Tone 6694, F 80 grams The red pigment and polyester resin were blended together at 100 C using a BUSS hot-melt extruder and allowed to cool. The red pigment and resin composite was 30 then crushed to a coarse powder and added to a 2 litre ceramic ball jar together with:
Napvis 07 400g Basic Barium Petronate 2.5g This mixture was then ball milled for 7 days to form a viscous, red dispersion with a 5 total marking particle content of 20% w/w.
Basic Barium Petronate is a charge control agent made by Witco Corporation.
Fine Tone 6694 is a polyester resin made by Reichhold Inc. 10 The manufactured toner was found to have a viscosity of 600 mPa.s and an average particle size of 2.5 micrometers.
This toner was used in the printer where a medium density image was printed on paper substrate with no background stairung.
Throughout this specification various indications have been given as to the scope of
the invention but the invention is not limited to any one of these but may reside in two or more combined together. The examples are given for illustration only and not for limitation.
Throughout this specification and the claims that follow unless the context requires
otherwise, the words 'comprise' and 'include' and variations such as 'comprising' and including' will be understood to imply the inclusion of a stated integer or group of integers but not the exclusion of any other integer or group of integers.

Claims (1)

1/ A toner or developer for electrostatic images induding a carrier liquid and insoluble marking particles characterized by the carrier liquid comprising or 5 including a polybutene.
2/ A toner or developer for electrostatic images as in Claim 1 wherein the
polybutene is present in a range of 20 to 98 percent by weight.
3/ A toner or developer for electrostatic images as in Claim 1 wherein the 10 carrier liquid includes one or a blend of other carrier liquids selected from the group comprising aliphatic hydrocarbons, aromatic hydrocarbons, chlorinated solvents, silicone fluids and vegetable oils.
4/ A toner or developer for electrostatic images as in Claim 1 wherein the 15 insoluble marking particle is selected from the group comprising an organic or inorganic insoluble marking particle.
5/ A toner or developer for electrostatic images as in Claim 1 wherein the insoluble marking particle is present in the range of 2 to 40 percent by weight of the 20 toner or developer.
6/ A toner or developer for electrostatic images as in Claim 1 wherein the insoluble marking particle is selected from the group comprising inorganic pigments such as carbon blacks, silica, alumina, titanium dioxide, magnetic iron oxide, or 25 organic pigments such as phthalocyanine blue, alkali and reflex blue, phthalocyanine green, diarylide yellow, arylamide yellow, azo and diazo yellow, azo red, rubine toner, quinacridone red, basic dye complexes, lake red, or fluorescent pigments and dyestuffs such as basic dyes and spirit soluble dyes, or combinations thereof.
30 7/ A toner or developer for electrostatic images as in Claim 1 further including a charge control agent to impart or enhance an electrostatic charge on the insoluble particles in the toner or developer.
8/ A toner or developer for electrostatic images as in Claim 7 wherein the charge control agent is selected from the group comprising metallic soaps, fatty acids, lecithin, organic phosphorus compounds, succinimides or sulphosuccinimides.
9/ A toner or developer for electrostatic images as in Claim 7 wherein the charge control agent is present in a range of 0.01 to 5 percent by weight of the toner or developer. 10 10/ A toner or developer for electrostatic images as in Claim 1 further including a dispersant. 11/ A toner or developer for electrostatic images as in Claim 10 wherein the dispersant is selected from the group comprising polymeric hyperdispersants, 15 amino-silicones, polymeric oil additives, polymeric petroleum additives, alkylated poly vinyl pyrrolidones and multi- functional pigment dispersing agents.
12/ A toner or developer for electrostatic images as in Claim 10 wherein the 20 dispersant is selected from the group comprising the Solsperse range of polymeric hyperdispersants including 13940 made by Avecia; aminosilicones including Finish WR1600 made by Wacker Chemicals; polymeric oil additives including Plexol made by Rohm and Haas; polymeric petroleum additives including FOA-2 made by DuPont; alkylated poly vinyl pyrrolidones including Antaron AV220 made by ISP 25 Technologies; multifunctional pigment dispersing agents including Disperse Ayd 1 made by Elementis pop Inc. 13/ A toner or developer for electrostatic images as in Claim 10 wherein the dispersant is present in a range of 0.1 to 20 percent weight of the toner or developer.
14/ A toner or developer for electrostatic images as in Claim 1 wherein the polybutene carrier liquid has a range of viscosity from 10 centistokes to 50,000
centistokes at 100 C, and hence may be used for high viscosity or low viscosity type liquid developers.
15/ A toner or developer for electrostatic images as in Claim 1 further including 5 other components selected from the group comprising preservatives, viscosity modifiers and binders.
GB0227258A 2001-11-26 2002-11-21 Liquid toners and developers comprising polybutene Expired - Fee Related GB2382585B (en)

Applications Claiming Priority (1)

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AUPR9061A AUPR906101A0 (en) 2001-11-26 2001-11-26 Liquid developers

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GB2382585A true GB2382585A (en) 2003-06-04
GB2382585B GB2382585B (en) 2004-08-11

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JP (1) JP4185354B2 (en)
AU (1) AUPR906101A0 (en)
DE (1) DE10254891A1 (en)
FR (1) FR2832816B1 (en)
GB (1) GB2382585B (en)

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WO2006066312A1 (en) * 2004-12-20 2006-06-29 Research Laboratories Of Australia Pty Ltd Marking liquid

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JP4051006B2 (en) * 2003-06-19 2008-02-20 株式会社リコー Recording material and image forming method using the same
CN100472337C (en) * 2003-09-18 2009-03-25 澳大利亚研究实验室持股有限公司 Marking liquid method of preparation and product produced thereby
JP2009251086A (en) * 2008-04-02 2009-10-29 Konica Minolta Business Technologies Inc Wet developer
WO2012032847A1 (en) * 2010-09-07 2012-03-15 コニカミノルタホールディングス株式会社 Liquid developer
KR102139042B1 (en) * 2015-07-17 2020-07-30 에이치피 인디고 비.브이. Electrostatic ink composition
WO2017033500A1 (en) * 2015-08-27 2017-03-02 花王株式会社 Liquid developer
US10642181B2 (en) * 2016-08-31 2020-05-05 Kao Corporation Liquid developer
JP6774156B2 (en) * 2016-10-17 2020-10-21 花王株式会社 Liquid developer
JP6808464B2 (en) * 2016-12-01 2021-01-06 花王株式会社 Liquid developer
CN110512154B (en) * 2019-09-06 2021-04-20 大连理工大学 Aluminum-based composite material with layered and hollow ceramic ball composite structure and preparation method thereof

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GB1526166A (en) * 1976-06-07 1978-09-27 Ricoh Kk Dry developer for use in electrophotography
JPS542743A (en) * 1977-06-08 1979-01-10 Canon Inc Toner for static image and its manufacture
GB2109572A (en) * 1981-10-09 1983-06-02 Konishiroku Photo Ind Encapsulated toner for development of electrostatic images
JPS62294261A (en) * 1986-06-13 1987-12-21 Matsushita Electric Ind Co Ltd Capsule toner
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JPS4825940B1 (en) * 1969-08-18 1973-08-02
GB1427273A (en) * 1973-01-23 1976-03-10 Canon Kk Liquid developer for electrostatic images
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GB1526166A (en) * 1976-06-07 1978-09-27 Ricoh Kk Dry developer for use in electrophotography
JPS542743A (en) * 1977-06-08 1979-01-10 Canon Inc Toner for static image and its manufacture
GB2109572A (en) * 1981-10-09 1983-06-02 Konishiroku Photo Ind Encapsulated toner for development of electrostatic images
JPS62294261A (en) * 1986-06-13 1987-12-21 Matsushita Electric Ind Co Ltd Capsule toner
US4822710A (en) * 1987-02-20 1989-04-18 Xerox Corporation Liquid developer compositions

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006066312A1 (en) * 2004-12-20 2006-06-29 Research Laboratories Of Australia Pty Ltd Marking liquid

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JP4185354B2 (en) 2008-11-26
FR2832816B1 (en) 2004-12-17
AUPR906101A0 (en) 2001-12-20
US6811943B2 (en) 2004-11-02
JP2003195573A (en) 2003-07-09
DE10254891A1 (en) 2003-06-26
GB0227258D0 (en) 2002-12-31
US20030104304A1 (en) 2003-06-05
GB2382585B (en) 2004-08-11
FR2832816A1 (en) 2003-05-30

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